Ossila 4-(Trifluoromethyl)-1H-imidazole B1671

4-(Trifluoromethyl)-1H-imidazole (CAS 33468-69-8) is a fluorinated heterocyclic building block supplied by Ossila as an off-white to pale beige powder with 98% purity. It consists of a five-membered imidazole ring carrying two non-adjacent nitrogen atoms and a trifluoromethyl substituent, and serves as an intermediate for preparing ligands used in covalent organic frameworks (COFs), active pharmaceutical ingredients (APIs) and dye-sensitised solar cells (DSSCs).

The imidazolyl unit occurs in many biological molecules, such as histidine, which gives imidazole derivatives strong interactions with living systems; they are widely found in antimicrobial compounds, including the fungicide prochloraz and the herbicide imazamox. This makes the compound a useful starting point in drug discovery work.

For ligand design, the molecule lends itself to core expansion. Its reactive N-H (amine) group is readily modified through nucleophilic substitution, or it can be protected with chloromethyl methyl ether (MOMCl) so that subsequent substitutions are directed onto the ring carbons. Imidazole-based, nitrogen-rich COFs built with cyanuric chloride have been reported to capture CO2 (80.1 mL/g at 273K and 1 bar) and to catalyse the cycloaddition of CO2 with epoxides.

• Synthesis of coordinating ligands through core expansion of the imidazole ring.
• Preparation of nitrogen-rich covalent organic frameworks for CO2 capture and fixation.
• Building block for active pharmaceutical ingredients and antibacterial drug discovery research.
• Intermediate for imidazole-based ligands in dye-sensitised solar cells (DSSCs).

• Product code: B1671
• M​olecular Weight: 136.08 g/mol
• Synonyms: 5-(Trifluoromethyl)-1H-imidazole, 4-(Trifluoromethyl)imidazole
• Classification / Family: Fluorinated building block, Heterocyclic building block, COFs, APIs, DSSCs
• Melting Point: 148 °C – 150 °C

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